Isomerization of xylose to xylulose was efficiently catalyzed by large-pore zeolites in a two-step methanol-water process that enhanced the product yield significantly. The reaction pathway involves xylose isomerization to xylulose, which, in part, subsequently reacts with methanol to form methyl xyluloside (step 1) followed by hydrolysis after water addition to form additional xylulose (step 2). NMR spectroscopy studies performed with (13) C-labeled xylose confirmed the proposed reaction pathway. The most active catalyst examined was zeolite Y, which proved more active than zeolite beta, ZSM-5, and mordenite. The yield of xylulose obtained over H-USY (Si/Al=6) after 1 h of reaction at 100 °C was 39%. After water hydrolysis in the second reaction step, the yield increased to 47%. Results obtained from pyridine adsorption studies confirm that H-USY (6) is a catalyst that combines Brønsted and Lewis acid sites, and isomerizes xylose in alcohol media to form xylulose at low temperature. The applied zeolites are commercially available; do not contain any auxiliary tetravalent metals, for example, tin, titanium, or zirconium; isomerize xylose efficiently; are easy to regenerate; and are prone to recycling.
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http://dx.doi.org/10.1002/cssc.201402965 | DOI Listing |
Anal Chem
December 2024
Department of Electronic Science, Fujian Provincial Key Laboratory of Plasma and Magnetic Resonance, State Key Laboratory of Physical Chemistry of Solid Surfaces, Xiamen University, Siming South Road 422, Xiamen 361005, China.
Proton (H) NMR spectroscopy presents a powerful tool for biomass mixture studies by revealing the involved chemical compounds with identified ingredients and molecular structures. However, conventional H NMR generally suffers from spectral congestion when measuring biomass mixtures, particularly biomass carbohydrate samples, that contain various physically and chemically similar compounds. In this study, a targeted detection NMR approach, DREAMTIME, is exploited for studying biomass carbohydrate mixtures by spectroscopically targeting the desired compounds in separate 1D NMR spectra.
View Article and Find Full Text PDFCrit Rev Biotechnol
December 2024
Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, China.
Muconic acid (MA) is a valuable dicarboxylic acid with three isomers that are extensively utilized in textile and chemical industries. Traditionally, the chemical synthesis of MA consumes nonrenewable petrochemical raw materials and causes significant environmental problems. With the rapid increase in demand for MA, eco-friendly biosynthetic technologies with renewable sources are becoming ideal alternative solutions.
View Article and Find Full Text PDFJ Am Chem Soc
November 2024
State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, China.
Radical C-glycosylation presents a flexible and efficient method for synthesizing C-glycosides. Existing methods always require multistep processes for generating anomeric radicals. In this study, we introduce a streamlined approach to produce anomeric radicals through direct C-OH bond homolysis of unmodified saccharides, eliminating the need for protection, deprotection, or activation steps.
View Article and Find Full Text PDFChem Commun (Camb)
November 2024
State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide & Agricultural Bioengineering, Ministry of Education, State-Local Joint Laboratory for Comprehensive Utilization of Biomass, Center for R&D of Fine Chemicals, Guizhou University, Guiyang, Guizhou 550025, China.
Bio-based xylose-to-furfural conversion is often accompanied by condensation/degradation at evaluated thermal conditions. This study presents a combined strategy of visible light-enhanced acidity and local photothermal effect for room-temperature cascade isomerization-dehydration of xylose to furfural in an ultrahigh yield (96.3%), in which Lewis acidic Al centers facilitate electron transfer from xylose to initiate isomerization and the formation of Al-polyphenol complex is enabled to release Brønsted acid for dehydration while co-added bio-graphene offers satisfactory photothermal conditions.
View Article and Find Full Text PDFAppl Microbiol Biotechnol
October 2024
International Institute of Rare Sugar Research and Education, Kagawa University, Kagawa, Japan.
L-rhamnose isomerase (L-RhI) plays a key role in the microbial L-rhamnose metabolism by catalyzing the reversible isomerization of L-rhamnose to L-rhamnulose. Additionally, the enzyme exhibits activity on various other aldoses and ketoses, and its broad substrate specificity has attracted attention for its potential application in the production of rare sugars; however, improvement of the enzyme properties is desirable, such as thermal stability, enzymatic activity, and a pH optimum suitable for industrial usage. This review summarizes our current insights into L-RhIs with respect to their substrate recognition mechanism and their relationship with D-xylose isomerase (D-XI) based on structural and phylogenetic analyses.
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